6-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-2-hydroxy-3,6-dihydro-2H-pyran-4-carbaldehyde

Details

• Internal ID: 6042bb7d-364e-4c39-8f9e-55d8fe65e2cb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: 6-(5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl)-2-hydroxy-3,6-dihydro-2H-pyran-4-carbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2C3C=C(CC(O3)O)C=O)C)C
• SMILES (Isomeric): CC1(CCCC2(C1CCC(=C)C2C3C=C(CC(O3)O)C=O)C)C
• InChI: InChI=1S/C20H30O3/c1-13-6-7-16-19(2,3)8-5-9-20(16,4)18(13)15-10-14(12-21)11-17(22)23-15/h10,12,15-18,22H,1,5-9,11H2,2-4H3
• InChI Key: QKYXUSCKJQTICD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.7222	72.22%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7065	70.65%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7518	75.18%
OATP1B3 inhibitior	+	0.9175	91.75%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9001	90.01%
P-glycoprotein inhibitior	-	0.6923	69.23%
P-glycoprotein substrate	-	0.8663	86.63%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8545	85.45%
CYP3A4 inhibition	-	0.5272	52.72%
CYP2C9 inhibition	-	0.8806	88.06%
CYP2C19 inhibition	-	0.7880	78.80%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.8399	83.99%
CYP2C8 inhibition	+	0.4606	46.06%
CYP inhibitory promiscuity	-	0.9484	94.84%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6604	66.04%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.9612	96.12%
Skin irritation	+	0.5096	50.96%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.7823	78.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.6998	69.98%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.5787	57.87%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.6452	64.52%
Estrogen receptor binding	+	0.5673	56.73%
Androgen receptor binding	+	0.5633	56.33%
Thyroid receptor binding	+	0.7090	70.90%
Glucocorticoid receptor binding	+	0.6683	66.83%
Aromatase binding	-	0.5953	59.53%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8292	82.92%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9900	99.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.42%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.80%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.99%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.60%	94.45%
CHEMBL1977	P11473	Vitamin D receptor	87.58%	99.43%
CHEMBL1951	P21397	Monoamine oxidase A	86.91%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.26%	95.89%
CHEMBL2581	P07339	Cathepsin D	84.82%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.61%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.56%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.29%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.20%	96.09%
CHEMBL5028	O14672	ADAM10	81.88%	97.50%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.65%	90.71%

Plants that contains it

• Renealmia alpinia

Cross-Links

• PubChem: 162969074
• LOTUS: LTS0028250
• wikiData: Q105223423